Yakura Takayuki, Yoshimoto Yuya, Ishida Chisaki
Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama, Toyama, Japan.
Chem Pharm Bull (Tokyo). 2007 Sep;55(9):1385-9. doi: 10.1248/cpb.55.1385.
Dirhodium(II)-catalyzed C-H amination reaction of (S)-3-(tert-butyldimethylsilyloxy)-2-methylpropyl carbamate, which was easily prepared from methyl (S)-2-methyl-3-hydroxypropanoate, proceeded more smoothly than those of their 2-(methoxycarbonyl)propyl derivative to give the corresponding oxazolidinone in excellent yield. The resulting oxazolidinone was converted efficiently into both (R)-monoprotected and (S)-monoprotected 2-amino-2-methyl-1,3-propanediols.
由(S)-2-甲基-3-羟基丙酸甲酯轻松制备的(S)-3-(叔丁基二甲基甲硅烷氧基)-2-甲基丙基氨基甲酸酯的二铑(II)催化C-H胺化反应,比其2-(甲氧基羰基)丙基衍生物的反应进行得更顺利,以优异的产率得到相应的恶唑烷酮。所得的恶唑烷酮可有效地转化为(R)-单保护和(S)-单保护的2-氨基-2-甲基-1,3-丙二醇。